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Step 1

Help him focus his dreams by sitting down to create a list of what he wants to achieve and what he wants to avoid. Uncover specifics like how long he expects his quest to take, what he envisions his like will be like once he accomplishes his goal and the things he’s willing to sacrifice to reach it.

  • Step 2

    Formulate a step-by-step plan to help him pursue the dream. Assign each step a timeline so he won’t be able to make excuses to avoid completing it. Help him gather any supplies, books or tools he’ll need to get started.

  • Step 3

    Establish a financial plan if chasing the dream also means quitting his day job. Determine how much of a cushion you’ll need in your savings account before he can stop working. Also determine if his aspirations involve a start-up cost that you’ll need to save up.

  • Step 4

    Uncover any classes, workshops, lectures or associations that he can join to obtain the skills and contacts that he needs. Support groups will not only give him vital information, but also give him someone experienced to talk to when he needs guidance.

  • Step 5

    Be available to listen and give moral support when he encounters bumps along the way. Point out his progress so far and help him concentrate on the next item on his task list so he won’t dwell on the negative.